Bothsides Podcast | Property, Business, Health & Entrepreneurship

Why Australia Is Making It Harder To Get Rich - Jack Henderson

Australia's property market is at a breaking point, and the people who built their fortunes in it are already responding. In this episode, Jack Henderson, one of Australia's most talked-about buyer's agents, breaks down why the system is stacking up against ambitious Australians, why wealthy people in his own circle are already planning their exit, and why he believes the backlash against success is the real story nobody's telling. Jack Henderson is the founder of Henderson Advocacy, a property buyer's agency that has acquired over $750 million in real estate for clients across Australia. After being kicked out of school at 15, he built a property portfolio worth over $70 million by age 30, and now runs a business doing tens of millions in revenue a year. The views shared in this episode are personal opinions and general in nature. They do not constitute financial or tax advice and should not be relied upon without speaking to a licensed professional about your own circumstances. He explains: ■ Why he believes Australia has gone "so far left" that it's punishing ambition ■ Why wealthy Australians in his own circle are already planning to leave for Singapore and Thailand ■ The exact strategy some are using to sell a business, relocate, and avoid Australian tax entirely ■ Why he built his business around selling to fewer people at a much higher price, instead of chasing volume ■ The real reason most business owners can't scale their marketing spend , and how he engineered around it ■ Why he says "profit, not revenue" is the only number that actually matters in business ■ The mindset he says it takes to keep going when a large chunk of the internet wants to see you fail 00:00:00 Intro 00:02:21 Getting Fired Mid-Call By His Own Mentor 00:03:44 The Year Everything Fell Apart At Once 00:07:24 Why You Can't Get The Reward Without The Pain 00:11:05 Revealing $5.5 Million In Monthly Revenue 00:16:21 What Alex Hormozi Taught Him About Business 00:19:21 Responding To Critics Who Say He Overcharges 00:28:36 The Fringe Benefits Tax Breakdown That Shocked Him 00:37:22 Why Wealthy Australians Are Quietly Leaving 00:49:33 The Two Ways To Build Any Business 00:54:10 The Month His Business Lost Money 00:59:45 What Ray Dalio Taught Him About Market Cycles 01:10:41 Why You Need To Be "A Bit Of A Cunt" To Survive Success 01:13:08 Naming His Biggest Rival 01:14:21 The Ultra-Marathon DNF And The Comeback

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